(R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether

Base Information

• Chemical Name: (R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether
• CAS No.: 87106-23-8
• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.301
• Mol file: 87106-23-8.mol

Synonyms:

Chemical Property of (R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether

There total 6 articles about (R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

(S)-((5-(benzyloxy)-3-methylpentyl)oxy)(tert-butyl)dimethylsilane → (R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether (87106-23-8)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2018.08.041

Reference yield:

(R)-propyl-5-((tert-butyldimethylsilyl)oxy)-3-methylpentanoate → (R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether (87106-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / toluene / 2 h / -40 °C / Inert atmosphere

2: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 4 h / 20 °C

3: pyridinium p-toluenesulfonate / methanol / 2 h / 20 °C

With pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; toluene; mineral oil;

DOI:10.1016/j.tetlet.2018.08.041

Reference yield:

(R)-propyl 5-hydroxy-3-methylpentanoate (1046471-51-5) → (R)-(-)-3-methyl-1,5-pentanediol monobenzyl ether (87106-23-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / toluene / 2 h / -40 °C / Inert atmosphere

3: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 4 h / 20 °C

4: pyridinium p-toluenesulfonate / methanol / 2 h / 20 °C

With 1H-imidazole; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil;

DOI:10.1016/j.tetlet.2018.08.041

upstream raw materials:

(R,E)-(+)-7-hydroxy-3,7-dimethyl-5-octenyl benzyl ether

(R)-(+)-citronellyl benzyl ether

(R)-propyl 5-hydroxy-3-methylpentanoate

(S)-3-methyl-5-(t-butyldimethylsilyloxy)-1-pentanol

Downstream raw materials:

(S)-3-methyl-1,5-pentanediol monotosylate monobenzyl ether

(S)-1-(benzyloxy)-5-iodo-3-methylpentane

(3R,7R)-3,7-dimethyl-6-benzenesulfonylnonyl benzyl ether

((3R,7R)-3,7-Dimethyl-nonyloxymethyl)-benzene